CHEBI:28397 - cis-4-hydroxy-L-proline

ChEBI IDCHEBI:28397
ChEBI Namecis-4-hydroxy-L-proline
Stars
ASCII Namecis-4-hydroxy-L-proline
DefinitionL-Proline in which a hydrogen at the 4-position of the pyrrolidine ring is substituted by a hydroxy group (S-configuration).
Secondary ChEBI IDsCHEBI:10480, CHEBI:23301
Last Modified25 November 2019
DownloadsMolfile
FormulaC5H9NO3
Net Charge0
Average Mass131.131
Monoisotopic Mass131.05824
SMILESO=C(O)[C@@H]1C[C@H](O)CN1
InChIInChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m0/s1
InChIKeyPMMYEEVYMWASQN-IMJSIDKUSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
cis-4-hydroxy-L-proline (CHEBI:28397) has role metabolite (CHEBI:25212)
cis-4-hydroxy-L-proline (CHEBI:28397) is a 4-hydroxyproline (CHEBI:20392)
cis-4-hydroxy-L-proline (CHEBI:28397) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
cis-4-hydroxy-L-proline (CHEBI:28397) is tautomer of cis-4-hydroxy-L-proline zwitterion (CHEBI:63727)
Incoming Relation(s)
4-O-(β-L-Araf-(1→2)-β-L-Araf-(1→2)-β-L-Araf)-cis-L-Hyp (CHEBI:75894) has functional parent cis-4-hydroxy-L-proline (CHEBI:28397)
4-O-(β-L-Araf)-cis-L-Hyp (CHEBI:75933) has functional parent cis-4-hydroxy-L-proline (CHEBI:28397)
cis-4-hydroxy-L-proline zwitterion (CHEBI:63727) is tautomer of cis-4-hydroxy-L-proline (CHEBI:28397)
IUPAC Name 
(4S)-4-hydroxy-L-proline
Synonyms  Source
(2S,4S)-4-hydroxy-2-pyrrolidinecarboxylic acidChEBI
4-cis-L-hydroxyprolineChEBI
cis-4-Hydroxy-L-prolineKEGG COMPOUND
allo-4-hydroxy-L-prolineChemIDplus
L-allo-hydroxyprolineChemIDplus
L-cis-4-hydroxyprolineChEBI
Manual XrefsDatabases
C01015KEGG COMPOUND
HZPPDBeChem
Registry NumbersSources
Reaxys:81440Reaxys
CAS:618-27-9KEGG COMPOUND
CAS:618-27-9ChemIDplus
Citations